EP2646510B1 - Neuartiges polymeres verdickungsmittel ohne acrylamidfragmente, verfahren zur seiner herstellung und zusammensetzung damit - Google Patents
Neuartiges polymeres verdickungsmittel ohne acrylamidfragmente, verfahren zur seiner herstellung und zusammensetzung damit Download PDFInfo
- Publication number
- EP2646510B1 EP2646510B1 EP11796749.7A EP11796749A EP2646510B1 EP 2646510 B1 EP2646510 B1 EP 2646510B1 EP 11796749 A EP11796749 A EP 11796749A EP 2646510 B1 EP2646510 B1 EP 2646510B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- composition
- inverse latex
- water
- mol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims description 119
- 238000000034 method Methods 0.000 title claims description 30
- 239000002562 thickening agent Substances 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 70
- 239000004816 latex Substances 0.000 claims description 51
- 229920000126 latex Polymers 0.000 claims description 51
- 239000012071 phase Substances 0.000 claims description 25
- 239000003921 oil Substances 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- 239000000843 powder Substances 0.000 claims description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 16
- 229920001448 anionic polyelectrolyte Polymers 0.000 claims description 16
- 239000003995 emulsifying agent Substances 0.000 claims description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- 239000002537 cosmetic Substances 0.000 claims description 9
- 230000001804 emulsifying effect Effects 0.000 claims description 8
- 239000000839 emulsion Substances 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 7
- 239000008346 aqueous phase Substances 0.000 claims description 7
- 150000007513 acids Chemical class 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 30
- 239000002304 perfume Substances 0.000 description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 239000000499 gel Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- -1 alkali metal salts Chemical class 0.000 description 10
- 101000576910 Homo sapiens MARCO-like protein Proteins 0.000 description 9
- 102100025360 MARCO-like protein Human genes 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 8
- 235000013336 milk Nutrition 0.000 description 8
- 239000008267 milk Substances 0.000 description 8
- 210000004080 milk Anatomy 0.000 description 8
- 229920000867 polyelectrolyte Polymers 0.000 description 8
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 7
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 7
- 239000006071 cream Substances 0.000 description 7
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 7
- 229960001679 octinoxate Drugs 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229940032094 squalane Drugs 0.000 description 7
- 229920001285 xanthan gum Polymers 0.000 description 7
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 230000008719 thickening Effects 0.000 description 6
- 239000000230 xanthan gum Substances 0.000 description 6
- 235000010493 xanthan gum Nutrition 0.000 description 6
- 229940082509 xanthan gum Drugs 0.000 description 6
- 244000144725 Amygdalus communis Species 0.000 description 5
- 235000011437 Amygdalus communis Nutrition 0.000 description 5
- 239000008168 almond oil Substances 0.000 description 5
- 229940024606 amino acid Drugs 0.000 description 5
- 229940086555 cyclomethicone Drugs 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- VCLJODPNBNEBKW-UHFFFAOYSA-N 2,2,4,4,6,8,8-heptamethylnonane Chemical compound CC(C)(C)CC(C)CC(C)(C)CC(C)(C)C VCLJODPNBNEBKW-UHFFFAOYSA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 241001080024 Telles Species 0.000 description 4
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 239000002453 shampoo Substances 0.000 description 4
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 244000062730 Melissa officinalis Species 0.000 description 3
- 235000010654 Melissa officinalis Nutrition 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 229940009098 aspartate Drugs 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 239000000865 liniment Substances 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 229940041616 menthol Drugs 0.000 description 3
- 230000003020 moisturizing effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 230000000475 sunscreen effect Effects 0.000 description 3
- 239000000516 sunscreening agent Substances 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 description 2
- JNYAEWCLZODPBN-UHFFFAOYSA-N 2-(1,2-dihydroxyethyl)oxolane-3,4-diol Polymers OCC(O)C1OCC(O)C1O JNYAEWCLZODPBN-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 2
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 2
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
- 206010039792 Seborrhoea Diseases 0.000 description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
- FGUZFFWTBWJBIL-XWVZOOPGSA-N [(1r)-1-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)O[C@H](CO)[C@H]1OC[C@H](O)[C@H]1O FGUZFFWTBWJBIL-XWVZOOPGSA-N 0.000 description 2
- LWZFANDGMFTDAV-BURFUSLBSA-N [(2r)-2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-BURFUSLBSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 230000002180 anti-stress Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 2
- 229960001948 caffeine Drugs 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 239000000679 carrageenan Substances 0.000 description 2
- 235000010418 carrageenan Nutrition 0.000 description 2
- 229920001525 carrageenan Polymers 0.000 description 2
- 229940113118 carrageenan Drugs 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940008960 coco-caprylate-caprate Drugs 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 229940120503 dihydroxyacetone Drugs 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- 235000013861 fat-free Nutrition 0.000 description 2
- 239000000174 gluconic acid Substances 0.000 description 2
- 235000012208 gluconic acid Nutrition 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 229940100554 isononyl isononanoate Drugs 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- 230000037312 oily skin Effects 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 229940001584 sodium metabisulfite Drugs 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- JNYAEWCLZODPBN-CTQIIAAMSA-N sorbitan Polymers OCC(O)C1OCC(O)[C@@H]1O JNYAEWCLZODPBN-CTQIIAAMSA-N 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229940042585 tocopherol acetate Drugs 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- 239000007762 w/o emulsion Substances 0.000 description 2
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical class FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- QRWVOJLTHSRPOA-UHFFFAOYSA-N 1,3-bis(prop-2-enyl)urea Chemical compound C=CCNC(=O)NCC=C QRWVOJLTHSRPOA-UHFFFAOYSA-N 0.000 description 1
- ONJJOWWTHJFYOO-UHFFFAOYSA-N 16-methylheptadecyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CC(C)CC(C)(C)C ONJJOWWTHJFYOO-UHFFFAOYSA-N 0.000 description 1
- PHZSUOPYLUNLDX-UHFFFAOYSA-N 2,2-bis(prop-2-enoxy)acetic acid Chemical compound C=CCOC(C(=O)O)OCC=C PHZSUOPYLUNLDX-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- KHWCPXGTAVKMNS-UHFFFAOYSA-N 2-(2-methylprop-1-enyl)butanedioic acid Chemical compound CC(C)=CC(C(O)=O)CC(O)=O KHWCPXGTAVKMNS-UHFFFAOYSA-N 0.000 description 1
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 241000447437 Gerreidae Species 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- SAVLIIGUQOSOEP-UHFFFAOYSA-N N-octanoylglycine Chemical compound CCCCCCCC(=O)NCC(O)=O SAVLIIGUQOSOEP-UHFFFAOYSA-N 0.000 description 1
- 101710199725 Ornithine aminotransferase 2 Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VYGQUTWHTHXGQB-UHFFFAOYSA-N Retinol hexadecanoate Natural products CCCCCCCCCCCCCCCC(=O)OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-UHFFFAOYSA-N 0.000 description 1
- 108010039491 Ricin Proteins 0.000 description 1
- 241000605385 Ruscus Species 0.000 description 1
- 108010077895 Sarcosine Proteins 0.000 description 1
- 244000044822 Simmondsia californica Species 0.000 description 1
- 235000004433 Simmondsia californica Nutrition 0.000 description 1
- LWZFANDGMFTDAV-UHFFFAOYSA-N Sorbitan laurate Polymers CCCCCCCCCCCC(=O)OCC(O)C1OCC(O)C1O LWZFANDGMFTDAV-UHFFFAOYSA-N 0.000 description 1
- NWGKJDSIEKMTRX-MDZDMXLPSA-N Sorbitan oleate Polymers CCCCCCCC\C=C\CCCCCCCC(=O)OCC(O)C1OCC(O)C1O NWGKJDSIEKMTRX-MDZDMXLPSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Polymers CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
- LWZFANDGMFTDAV-URHIDPGUSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Polymers CCCCCCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-URHIDPGUSA-N 0.000 description 1
- LWZFANDGMFTDAV-WYDSMHRWSA-N [2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Polymers CCCCCCCCCCCC(=O)OCC(O)[C@H]1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-WYDSMHRWSA-N 0.000 description 1
- LWZFANDGMFTDAV-IOVMHBDKSA-N [2-[(2r,3s,4r)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Polymers CCCCCCCCCCCC(=O)OCC(O)[C@H]1OC[C@@H](O)[C@@H]1O LWZFANDGMFTDAV-IOVMHBDKSA-N 0.000 description 1
- JYPKXWYQBSCZGE-UHFFFAOYSA-M [Na+].[O-]O.CC(C)C1=CC=CC=C1 Chemical compound [Na+].[O-]O.CC(C)C1=CC=CC=C1 JYPKXWYQBSCZGE-UHFFFAOYSA-M 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000012745 brilliant blue FCF Nutrition 0.000 description 1
- 229940067596 butylparaben Drugs 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- 229940051368 capryloyl glycine Drugs 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229940081733 cetearyl alcohol Drugs 0.000 description 1
- 229960002788 cetrimonium chloride Drugs 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- CXOCQICPRLQPQJ-UHFFFAOYSA-N cumene hydrogen peroxide thionyl dichloride Chemical compound OO.ClS(Cl)=O.CC(C)C1=CC=CC=C1 CXOCQICPRLQPQJ-UHFFFAOYSA-N 0.000 description 1
- 229940049657 cyclomethicone 5 Drugs 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 1
- NXMUXTAGFPJGTQ-UHFFFAOYSA-N decanoic acid;octanoic acid Chemical compound CCCCCCCC(O)=O.CCCCCCCCCC(O)=O NXMUXTAGFPJGTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- CNHQWLUGXFIDAT-UHFFFAOYSA-N dioctyl 2-hydroxybutanedioate Chemical compound CCCCCCCCOC(=O)CC(O)C(=O)OCCCCCCCC CNHQWLUGXFIDAT-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical class CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- MJPNHDFDRIHUNX-UHFFFAOYSA-N dodecanoyl dodecanoate;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCC MJPNHDFDRIHUNX-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940082150 encore Drugs 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229920006007 hydrogenated polyisobutylene Polymers 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- ATYGMDZIBQHJFX-UHFFFAOYSA-N imidazolidine;urea Chemical compound NC(N)=O.C1CNCN1 ATYGMDZIBQHJFX-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000012688 inverse emulsion polymerization Methods 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000012035 limiting reagent Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- YPMOZWCBANATQH-UHFFFAOYSA-N octyl 7-methyloctanoate Chemical compound CCCCCCCCOC(=O)CCCCCC(C)C YPMOZWCBANATQH-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- 229960001173 oxybenzone Drugs 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229940088590 perfluoropolymethylisopropyl ether Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000012985 polymerization agent Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000001012 protector Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000037307 sensitive skin Effects 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000004296 sodium metabisulphite Substances 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229940057429 sorbitan isostearate Drugs 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- PJHKBYALYHRYSK-UHFFFAOYSA-N triheptanoin Chemical group CCCCCCC(=O)OCC(OC(=O)CCCCCC)COC(=O)CCCCCC PJHKBYALYHRYSK-UHFFFAOYSA-N 0.000 description 1
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/32—Polymerisation in water-in-oil emulsions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/002—Aftershave preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/004—Aftersun preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/06—Preparations for care of the skin for countering cellulitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/002—Preparations for repairing the hair, e.g. hair cure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
Definitions
- the subject of the invention is novel polymeric anionic thickeners, process for their preparation and their use as a thickening and / or emulsifying agent.
- the thickening of the aqueous phases is generally carried out by incorporating hydrophilic polymers of all kinds, whether synthetic or of natural origin.
- xanthan or guar gums are fairly widely used. However, they have the classic disadvantages of natural products, namely a quality and a fluctuating price.
- hydrophilic synthetic thickeners are polymers in the form of powders or inverse self-reversing latexes.
- homopolymers of acrylic acid in free or partially salified form homopolymers in free form are generally synthesized by precipitating polymerization and are in powder form; homopolymers in partially salified form are generally prepared either by precipitating polymerization or by inverse emulsion polymerization.
- inverse self-reversible latexes disclosed in the European patent application published under the number EP 1 010 708 A1 in which the homopolymer of acrylic acid is salified in the form of ammonium salt or monoethanolamine salt.
- the thickening power of the polymers of this first family is not entirely satisfactory and their bad smell due to the presence of a nitrogen base, limits their use in cosmetics.
- the European patent application published under the number EP 0 17 025 A1 discloses copolymers of acrylic acid with dimer of acrylic acid which are used as a photographic film layer.
- the German patent application published under the number DE 10 2009 014 877 A1 discloses copolymers of acrylamido-2-methyl-1-propanesulfonic acid and carboxyethyl acrylate, which are used in cosmetics.
- the inventors have sought to develop thickening polymers having a thickening power better than the acrylic polymers of the state of the art and having this disadvantage in terms of bad odor.
- inverse latex a water-in-oil emulsion of at least one polymer.
- connected polyelectrolyte denotes a nonlinear polyelectrolyte which has pendant chains so as to obtain, when dissolved in water, a high state of entanglement leading to viscosities with a low rate of gradient, very important.
- crosslinked polyelectrolyte denotes a non-linear polyelectrolyte which is in the form of a three-dimensional network which is insoluble in water but swellable with water and thus leads to the production of a chemical gel.
- the term salified indicates that it is alkali metal salts such as sodium or potassium salts.
- the constituent polyelectrolyte of said inverse latex may comprise crosslinked units and / or connected units.
- the "water-in-oil" emulsifier system (W / O) consists of either a single surfactant or a mixture of surfactants, provided that said surfactant or said mixture has a sufficiently low HLB value to induce a water-in-oil emulsion.
- sorbitan esters such as sorbitan oleate, marketed by the company SEPPIC under the name MONTANE TM 80, sorbitan isostearate, sold by the company SEPPIC under the name MONTANE TM 70 or sesquioleate.
- sorbitan sold by the company SEPPIC under the name MONTANE TM 83 sorbitan esters, such as sorbitan oleate, marketed by the company SEPPIC under the name MONTANE TM 80, sorbitan isostearate, sold by the company SEPPIC under the name MONTANE TM 70 or sesquioleate.
- polyethoxylated sorbitan esters for example the pentaethoxylated sorbitan mono-oleate marketed by the company SEPPIC under the name Montanox TM 81 or the pentaethoxylated sorbitan isostearate marketed under the name MONTANOX TM 71 by the company SEPPIC.
- polyesters of molecular weight between 1000 and 3000 products of the condensation between a poly (isobutenyl) succinic acid or its anhydride and such as the HYPERMER TM 2296 marketed by UNIQEMA or finally the weight block copolymers molecular weight between 2500 and 3500, as the HYPERMER TM B246 marketed by the company UNIQEMA or SIMALINE TM IE 200 marketed by the company SEPPIC.
- composition as defined above generally comprises between 0.5% by weight and 10% by weight of said "water-in-oil" emulsifier system.
- the inverse latex generally comprises for 100% by weight, 1% and 50% by weight of water.
- composition as defined above generally comprises, for 100% by weight, from 5% to 50% by weight of oil.
- the anionic polyelectrolyte as defined above is crosslinked.
- the crosslinking agent is chosen in particular from diethylenic or polyethylenic compounds, and especially from diallyloxyacetic acid or one of the salts and in particular its sodium salt, triallylamine or its salts, trimethylol propanetriacrylate and dimethacrylate.
- the crosslinking agent is chosen in particular from diethylenic or polyethylenic compounds, and especially from diallyloxyacetic acid or one of the salts and in particular its sodium salt, triallylamine or its salts, trimethylol propanetriacrylate and dimethacrylate.
- the crosslinking agent used is triallylamine or methylene bis (acrylamide).
- the crosslinking agent is then generally used in the molar proportion, expressed relative to the monomers employed, of 0.005 mol% to 1 mol%.
- composition as defined above further comprises an emulsifier system of the "oil-in-water” type.
- composition as defined above is then in the form of a self-invertible inverse latex which generally comprises from 1% by weight to 15% by weight of the said emulsifying system. type oil in water ".
- composition according to the invention may also contain various additives such as complexing agents or chain-limiting agents.
- the subject of the present invention is a composition as defined above comprising from 15% to 60% by weight, and preferably from 25% to 40% by weight, of said anionic polyelectrolyte.
- composition as defined above comprising more than 60% up to 80% by weight, and preferably more than 60% to 70% by weight, of said anionic polyelectrolyte. .
- the polymerization reaction is generally initiated by a hydrogenosulfite ion-generating oxidoreduction pair (HSO 3 ) such as the cumene hydroperoxide-sodium metabisulphite pair (Na 2 S 2 O 5).
- HSO 3 hydrogenosulfite ion-generating oxidoreduction pair
- Na 2 S 2 O 5 cumene hydroperoxide-sodium metabisulphite pair
- a co-initiator polymerization agent such as, for example, azobis (isobutyronitrile) , dilauroylperoxide or sodium persulfate
- the process as defined above further comprises a step c ), during which said oil-in-water emulsifier system is added to the inverse-latex formed at the end of step b. ), to obtain said composition in the form of a self-invertible inverse latex.
- step c) of the process as defined above the addition of said emulsifier system of oil-in-water type, the addition is generally at a temperature of less than or equal to 50 ° C.
- the process as defined above further comprises a step b 1 , during which the inverse latex resulting from step b ) is concentrated, to obtain said composition in the form of an inverse latex. concentrated, before the implementation if necessary, of step c ).
- the process as defined above further comprises a step c 1 , during which the self-invertible inverse latex from step c) is concentrated, to obtain said composition in the form of a concentrated self-invertible inverse latex.
- the concentration of the medium is generally carried out by distillation until the desired content of anionic polyelectrolyte is reached within the composition that is the subject of the present invention.
- the process as defined above further comprises a step d ) during which the inverse latex resulting from step b), the concentrated inverse latex resulting from step b1 ), the latex self-invertible inverse reverse from step c) or the concentrated self-invertible inverse latex from step c1 ) is spray-dried to form a powder of said anionic polyelectrolyte.
- the subject of the invention is also a linear or crosslinked anionic polyelectrolyte powder characterized in that it is obtained by the process as defined above.
- anionic polyelectrolyte which is the subject of the present invention, as well as the inverse latexes and self-reversing self-reversing inverse latexes comprising them, are advantageously used as thickeners and / or as emulsifiers / stabilizers in cosmetic or pharmaceutical compositions.
- the subject of the invention is the use of the composition or of the powder as defined above, as a thickening agent and / or as an emulsifying agent in cosmetic or pharmaceutical compositions.
- the powder or composition in the form of an optionally self-reversing inverse latex, object of the present invention can be formulated in cosmetic or pharmaceutical formulas such as foams, gels, lotions, sprays, shampoos, conditioners, lotions for hands and body, sunscreens, and more generally in skincare products.
- compositions cosmetics or pharmaceuticals are usually in the form of emulsion shampoos, microemulsions and especially in the case of conditioners, vaporizable emulsions.
- the subject of the invention is a cosmetic or pharmaceutical composition characterized in that it contains, as emulsifying and / or thickening agent, an effective amount of the composition of the powder as defined above.
- effective amount is meant a weight proportion of between about 1% and about 10% by weight of the composition as defined above and about 0.2% by weight to about 5% of the powder as defined above.
- Viscosity of an aqueous dispersion of 3% by mass of the self-invertible inverse latex 55,800 mPas (BROOKFIELD TM RVT, axis 6, speed: 5 revolutions per minute)
- Viscosity of an aqueous dispersion of 3% by weight of the self-invertible inverse latex 80.400 mPas (BROOKFIELD TM RVT, axis 6, speed: 5 revolutions per minute)
- Example 2 The procedure is as in Example 1, substituting MARCOL TM 52 with ISOPAR TM M. The expected self-reversing inverse latex is obtained.
- the self-invertible inverse latex obtained in the preceding example is concentrated by distillation and then spray-dried.
- Cyclomethicone 10% Composition 1: 4% MONTANOV TM 68: 4.50% Conservative: 0.65% Lysine: 0.025% EDTA (disodium salt): 0.05% Xanthan gum: 0.20% Glycerin: 3% Water: qsp 100%
- Cyclomethicone 10% Composition 2: 4% MONTANOV TM 68: 4.5% Perfluoropolymethylisopropylether: 0.5% Conservative: 0.65% Lysine: 0.025% EDTA (disodium salt): 0.05% PEMULEN TM TR: 0.2% Glycerin: 3% Water: qsp 100%
- PROCEDURE Add C to B, emulsify B in A at 70 ° C, then add D at 60 ° C and then E at 30 ° C.
- PROCEDURE Emulsify B in A towards 75 ° C; add C to 60 ° C, then D to 30 ° C.
- PROCEDURE Introduce B in A to 75 ° C; add C to 60 ° C, then D to 45 ° C.
- PROCEDURE Introduce B into A; add C then D then E.
- PROCEDURE Emulsify B in A at 75 ° C then add C at 60 ° C, then D at 30 ° C and adjust the pH if necessary.
- Example 15 Radiance Gel FORMULA AT Composition 2: 4% Water: 30% B ELASTINE TM HPM: 5.0% VS MICROPEARL TM M 100: 3% Water: 5% D SEPICIDE TM CI: 0.2% SEPICIDE TM HB: 0.3% Perfume: 0.06% Sodium pyrolidinone carboxylate 50%: 1% Water: q.s. 100%
- PROCEDURE Prepare A; add B, then C, then D.
- Example 17 Cleansing emulsion with sweet almond oil
- Example 18 moisturizing cream for oily skin
- Example 20 Cream with AHA for sensitive skin
- FORMULA Composition 2 2.0% Perfume: 0.06% Sodium pyrrolidinonecarboxylate: 0.2% DOW CORNING TM 245 Fluid: 2.0% Water: q.s. 100%
- FORMULA Composition 1 1.5% Perfume: q.s. Conservative: qs DOW CORNING TM X2 8360: 5.0% DOW CORNING TM Q2 1401: 15% Water: q.s. 100%
- Composition 3 5% Ethanol: 30% Menthol: 0.1%
- Example 34 Non-greasy tanning for face and body
- Example 37 Bronzing emulsion without sun
- Example 4 1.5% Volatile silicone: 25% Monopropylene glycol: 25% Demineralized Water : 10% Glycerin: qsp 100%
- Composition 1 1.5% Isononylisononanoate: 2% Caffeine: 5% Ethanol: 40% MICROPEARL TM LM: 2% Demineralized Water : qsp 100% Conservative perfume: qs
- Composition 2 4% Vegetable squalane 5% dimethicone 1.5% SEPICONTROL TM A5 4% Xanthan gum 0.3% Water qsp 100% Conservative, Fragrance qs
- Composition 1 1.5% Cyclomethicone: 5% Perfume: 2% MICROPEARL TM M100: 5% Glycerin: 5% Demineralized Water : qsp 100%
- Example 46 Restructuring cream mask for stressed and weakened hair
- Example 51 Protector "leave-on”, anti-stress treatment for hair
- MONTANOV TM 68 cetearyl glucoside
- SEPPIC MONTANOV TM 68
- MONTANOV TM 82 is an emulsifier based on cetearyl alcohol and cocoylglucoside.
- MONTANOV TM 202 is an APG / fatty alcohol composition as described in WO998 / 47610 marketed by the company SEPPIC.
- MICROPEARL TM LM is a mixture of squalane, polymethylmethacrylate and menthol, marketed by the company SEPPIC.
- MICROPEARL TM M 100 is an ultra-fine powder with a very soft feel and mattifying action marketed by the company MATSUMO
- MICROPEARL TM SQL is a mixture of micro particles containing squalane which is released by the action of massage; it is marketed by MATSUMO.
- SEPICIDE TM HB which is a mixture of phenoxyethanol, methyl paraben, ethylparaben, propylparaben and butylparaben, is a preservative marketed by the company SEPPIC.
- SEPICIDE TM CI imidazolidine urea
- SEPPIC preservative
- PEMULEN TM TR is an acrylic polymer marketed by GOODRICH.
- SIMULSOL TM 165 is self-emulsifiable glycerol stearate marketed by the company SEPPIC.
- LANOL TM 14M and LANOL TM S are consistency factors marketed by the company SEPPIC.
- LANOL TM 84D is dioctyl malate marketed by the company SEPPIC.
- LANOL TM 99 is isononyl isononanoate marketed by the company SEPPIC.
- LANOL TM 37T is glycerol triheptanoate, marketed by the company SEPPIC.
- LANOL TM P is a stabilizing additive marketed by the company SEPPIC.
- LANOL TM 1688 is an emollient non-fat ester marketed by the company SEPPIC.
- LANOL TM 2681 is a caprylate mixture, copra caprate, marketed by the company SEPPIC.
- MONTEINE TM CA is a moisturizing agent marketed by the company SEPPIC.
- SCHERCEMOL TM OP is a non-greasy emollient ester.
- PARSOL TM MCX is octyl paramethoxycinnamate; marketed by GIVAUDAN.
- SEPIPERL TM N is a pearlescent agent marketed by the company SEPPIC, based on a mixture of alkyl polyglucosides such as those described in US Pat. WO 95/13863 .
- SOLAGUM TM L is a carrageenan marketed by the company SEPPIC.
- MARCOL TM 82 is a paraffin oil marketed by the company EXXON.
- PARSOL TM NOX is a sunscreen marketed by the company GIVAUDAN.
- EUSOLEX TM 4360 is a solar filter marketed by MERCK.
- DOW CORNING TM 245 Fluid is cyclomethicone sold by the company Dow Corning.
- LIPACIDE TM PVB is a hydrolyzate of acylated wheat proteins marketed by the company SEPPIC.
- SEPICONTROL TM A5 is a mixture of capryloyl glycine, sarcosine and cinnamon zylanicum extract marketed by the company SEPPIC, such as those described in the international patent application. PCT / FR98 / 01313 filed on June 23, 1998 .
- CAPIGEL TM 98 is an acrylic copolymer sold by the company SEPPIC.
- MONTALINE TM C40 (cocamoniumcarbamoyl chloride) marketed by SEPPIC.
- SEPIPERL TM N (cocoyl glucoside 1 cocoyl alcohol) marketed by SEPPIC.
- AMONYLT M DM (Quatemium 82) marketed by SEPPIC.
- SEPICAP TM MP sodium cocoyl amino acids 1 potassium dimethicone copolyol panthenyl phosphate marketed by SEPPIC.
- SIMULSOL TM 1293 is hydrogenated and ethoxylated castor oil, with an ethoxylation index equal to 40, sold by the company SEPPIC.
- KETROL TM T is xanthan gum marketed by the company KELCO.
- DC1501 is a mixture of cyclopentasiloxane and dimethiconol marketed by Dow Chemical.
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Inorganic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polymerisation Methods In General (AREA)
Claims (14)
- Zusammensetzung, die eine Ölphase, eine wässrige Phase, mindestens ein Emulgatorsystem des Typs Wasser-in-Öl enthält, in Form eines inversen Latex, dadurch gekennzeichnet, dass sie einen linearen, verzweigten oder vernetzten anionischen Polymerelektrolyten enthält, enthaltend:a) einen Molanteil ungleich null von Monomereinheiten, die hervorgegangen sind aus Acrylsäure, die in freier oder teilweise in Salz überführter Form vorliegt, undb) einen Molanteil ungleich null von Monomereinheiten, die hervorgegangen sind aus der Säure der Formel (I):
CH2=CH-C(=O)-O-[CH2-CH2-C(=O)-O]n-H (I),
worin n eine Zahl größer oder gleich 1 und kleiner oder gleich 5 oder ein Gemisch aus Säuren der Formel (I), die in freier oder teilweise in Salz überführter Form vorliegen, darstellt. - Zusammensetzung nach Anspruch 1, in der der anionische Polymerelektrolyt für 100 Mol-% Folgendes enthält;- 90 Mol-% bis 99,5 Mol-% und insbesondere 95 Mol-% bis 99 Mol-% von Monomereinheiten, die aus freier oder teilweise in ein Salz überführter Acrylsäure hervorgegangen sind;- 0,5 Mol-% bis 10 Mol-% und insbesondere 1 Mol-% bis 5 Mol-% von Monomereinheiten, die aus freier oder teilweise in ein Salz überführter Carboxylsäure der Formel (I) hervorgegangen sind.
- Zusammensetzung nach einem der Ansprüche 1 oder 2, in der der anionische Polymerelektrolyt einen Molanteil ungleich null von Monomereinheiten enthält, die hervorgegangen sind aus einem Gemisch der Säure der Formel (I1):
CH2=CH-C(=O)-O-CH2-CH2-C(=O)-O-H (I1),
die der oben definierten Formel (I) entspricht, in der n eine ganze Zahl gleich 1 darstellt, und der Säure der Formel (I2):
CH2=CH-C(=O)-O-CH2-CH2-C(=O)-O-CH2-CH2-C(=O)-OH (I2),
die der oben definierten Formel (I) entspricht, in der n eine ganze Zahl gleich 2 darstellt, wobei die Säuren in freier oder teilweise in Salz überführter Form vorliegen, in einem Molverhältnis (I1)/(I2), das größer ist als 1 und insbesondere größer als 1,5. - Zusammensetzung nach Anspruch 2, in der der anionische Polymerelektrolyt einen Molanteil ungleich null von Monomereinheiten enthält, die hervorgegangen sind aus einem Gemisch der Säure der Formel (I1):
CH2=CH-C(=O)-O-CH2-CH2-C(=O)-O-H (I1),
die der oben definierten Formel (I) entspricht, in der n eine ganze Zahl gleich 1 darstellt, der Säure der Formel (I2):
CH2=CH-C(=O)-O-CH2-CH2-C(=O)-O-CH2-CH2-C(=O)-OH (I2),
die der oben definierten Formel (I) entspricht, in der n eine ganze Zahl gleich 2 darstellt, und der Säure der Formel (I3):
CH2=CH-C(=O)-O-CH2-CH2-C(=O)-O-CH2-CH2-C(=O)-O-CH2-CH2-C(=O)-OH (I3),
die der oben definierten Formel (I) entspricht, in der n eine ganze Zahl gleich 3 darstellt, wobei die Säuren in freier oder teilweise in Salz überführter Form vorliegen, in einem Molverhältnis (I1)/(I2), das größer ist als 1 und insbesondere größer als 1,5, und in einem Molverhältnis (I2)/(I3), das größer ist als 1,5 und insbesondere größer oder gleich 2. - Zusammensetzung nach einem der Ansprüche 1 bis 4, in der der oben definierte anionische Polymerelektrolyt vernetzt ist.
- Zusammensetzung nach einem der Ansprüche 1 bis 5, die 15 Masse-% bis 80 Masse-% des anionischen Polymerelektrolyten enthält.
- Zusammensetzung nach einem der Ansprüche 1 bis 6, die ferner ein Emulgatorsystem des Typs "Öl-in-Wasser" enthält.
- Verfahren zur Herstellung der Zusammensetzung nach einem der Ansprüche 1 bis 7, umfassend die folgenden Schritte:einen Schritt a), im dessen Verlauf eine wässrige Lösung, welche die Monomere und die etwaigen hydrophilen Zusatzstoffe enthält, in einer Ölphase, welche die Monomere und die etwaigen lipophilen Zusatzstoffe enthält, in Gegenwart des Emulgatorsystems des Typs Wasser-in-Öl emulgiert wird;einen Schritt b), in dessen Verlauf die Polymerisationsreaktion durch Einbringen eines Initiators freier Radikaler in die am Ende von Schritt a) gebildete Emulsion und gegebenenfalls eines Co-Initiators eingeleitet wird und anschließend in Entwicklung belassen wird, um die Zusammensetzung in Form eines inversen Latex zu erhalten.
- Verfahren nach Anspruch 8, das ferner einen Schritt c) umfasst, in dessen Verlauf das Emulgatorsystem des Typs Öl-in-Wasser dem am Ende von Schritt b) gebildeten inversen Latex zugegeben wird, um die Zusammensetzung in Form eines inversen, auto-inversiblen Latex zu erhalten.
- Verfahren nach einem der Ansprüche 8 oder 9, das ferner einen Schritt b1 umfasst, im Laufe dessen das aus Schritt b) hervorgegangene inverse Latex konzentriert wird, um die Zusammensetzung in Form eines konzentrierten inversen Latex zu erhalten, bevor gegebenenfalls Schritt c) durchgeführt wird.
- Verfahren nach Anspruch 10, das ferner einen Schritt c 1 umfasst, in dessen Verlauf das aus Schritt c) hervorgegangene inverse, auto-inversible Latex konzentriert wird, um die Zusammensetzung in Form eines konzentrierten inversen, auto-inversiblen Latex zu erhalten.
- Verfahren nach einem der Ansprüche 8 bis 11, das ferner einen Schritt d) umfasst, in dessen Verlauf das aus Schritt b) hervorgegangene inverse Latex, das aus Schritt b1) hervorgegangene konzentrierte inverse Latex, das aus Schritt c) hervorgegangene inverse, auto-inversible Latex oder das aus Schritt c1) hervorgegangene konzentrierte inverse, auto-inversible Latex durch Atomisierung getrocknet wird, um ein Pulver des anionischen Polymerelektrolyt zu erhalten.
- Verwendung der Zusammensetzung nach einem der Ansprüche 1 bis 7 oder des Pulvers nach Anspruch 13 als Verdickungsmittel und/oder als Emulgator in kosmetischen oder pharmazeutischen Zusammensetzungen.
- Kosmetische oder pharmazeutische Zusammensetzung, dadurch gekennzeichnet, dass sie als Verdickungsmittel und/oder Emulgator eine wirksame Menge nach einem der Ansprüche 1 bis 7 oder das Pulver, das durch das Verfahren nach Anspruch 12 erhalten wird, enthält.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1059944A FR2968007B1 (fr) | 2010-11-30 | 2010-11-30 | Nouvel epaississant polymerique exempt de tout fragment acrylamido, procede pour leur preparation et composition en contenant. |
PCT/FR2011/052648 WO2012072911A1 (fr) | 2010-11-30 | 2011-11-16 | Nouvel épaississant polymérique exempt de tout fragment acrylamido, procédé pour leur préparation et composition en contenant |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2646510A1 EP2646510A1 (de) | 2013-10-09 |
EP2646510B1 true EP2646510B1 (de) | 2015-03-04 |
Family
ID=43735157
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP11796749.7A Active EP2646510B1 (de) | 2010-11-30 | 2011-11-16 | Neuartiges polymeres verdickungsmittel ohne acrylamidfragmente, verfahren zur seiner herstellung und zusammensetzung damit |
Country Status (7)
Country | Link |
---|---|
US (1) | US9144610B2 (de) |
EP (1) | EP2646510B1 (de) |
JP (1) | JP5917550B2 (de) |
KR (1) | KR20130141558A (de) |
CN (1) | CN103228725B (de) |
FR (1) | FR2968007B1 (de) |
WO (1) | WO2012072911A1 (de) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10773973B2 (en) * | 2013-03-08 | 2020-09-15 | Ecolab Usa Inc. | Enhanced foam removal of total suspended solids and multiply charged cations from aqueous or aqueous/oil mixed phase via increased viscoelasticity |
US10435308B2 (en) * | 2013-03-08 | 2019-10-08 | Ecolab Usa Inc. | Enhanced foam fractionation of oil phase from aqueous/oil mixed phase via increased viscoelasticity |
EP4043503A4 (de) * | 2019-10-11 | 2024-07-10 | Toagosei Co Ltd | Bindemittel für sekundärbatterieelektroden, schichtzusammensetzung für sekundärbatterieelektrodenmischung, sekundärbatterieelektrode und sekundärbatterie |
FR3104157B1 (fr) * | 2019-12-09 | 2021-12-10 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Latex inverse pour composition cosmétique combinant un agent séquestrant particulier et un polyélectrolyte comprenant une fonction acide faible |
FR3104166B1 (fr) * | 2019-12-09 | 2021-12-10 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Composition détergente comprenant un latex inverse combinant un agent séquestrant particulier et un polyélectrolyte comprenant une fonction acide faible |
WO2022248317A1 (en) | 2021-05-26 | 2022-12-01 | Rhodia Operations | COMPOSITION FOR PAINTING/COATING APPLICATIONS CONTAINING A PARTICULAR COPOLYMER DISPERSANT WITH AT LEAST ONE β-CARBOXYETHYL ACRYLATE MONOMER |
CN117580452A (zh) | 2021-05-26 | 2024-02-20 | 法国特种经营公司 | 含有具有至少一种β-羧乙基丙烯酸酯单体的特定共聚物分散剂的农用化学组合物 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2847481A1 (de) | 1978-11-02 | 1980-05-14 | Bayer Ag | Verfahren zur herstellung von zu elastomeren haertbaren organosiloxanmassen mit vermindertem druckverformungsrest |
DE2911694A1 (de) * | 1979-03-24 | 1980-10-02 | Agfa Gevaert Ag | Fotografische filmeinheit zur herstellung farbiger uebertragsbilder |
US4359564A (en) * | 1980-03-14 | 1982-11-16 | Rohm & Haas Co. | Addition polymer of oligomeric polyesters of acrylic acid |
US4772659A (en) * | 1984-04-04 | 1988-09-20 | Calgon Corporation | Surfactant system for emulsion polymers |
FR2668080B1 (fr) | 1990-10-17 | 1993-08-13 | Seppic Sa | Compositions auto-emulsionnables a base d'alcools gras, leur procede de preparation et leur utilisation pour la realisation d'emulsions. |
US5185395A (en) * | 1991-03-27 | 1993-02-09 | Exxon Chemical Patents Inc. | AMPS copolymer emulsions with improved stability |
FR2712595B1 (fr) | 1993-11-19 | 1995-12-22 | Seppic Sa | Un concentré comportant des alkylglycosides et ses utilisations. |
FR2762317B1 (fr) | 1997-04-21 | 1999-07-09 | Seppic Sa | Composition a base d'alkylpolyglycosides et d'alcools gras, et ses utilisations |
FR2786493B1 (fr) * | 1998-11-27 | 2003-08-01 | Seppic Sa | Procede de preparation d'un latex epaississant sans alcanolamide, utilisation dudit latex en cosmetologie et composition le contenant |
DE69915991T2 (de) | 1998-12-18 | 2005-03-10 | Société d'Exploitation de Produits pour les Industries Chimiques S.E.P.P.I.C. | Verwendung in der Kosmetik eines, gegen Elektrolyten, stabilen inversen Latex |
FR2856691B1 (fr) * | 2003-06-26 | 2005-08-26 | Seppic Sa | Nouveau polymere en poudre, procede pour sa preparation et utilisation comme epaississant |
FR2861397B1 (fr) * | 2003-10-22 | 2006-01-20 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Nouveau latex inverse concentre, procede pour sa preparation et utilisation dans l'industrie |
DE102009014877A1 (de) | 2009-03-25 | 2009-09-24 | Clariant International Ltd. | Polymere auf Basis von Acryl-, Methacryl- oder Ethacrylamidoalkylsulfonsäure oder -salzen und Carboxyalkylacrylat, -methacrylat oder -ethacrylat oder Oligomeren dieser Carboxy-Verbindungen |
-
2010
- 2010-11-30 FR FR1059944A patent/FR2968007B1/fr not_active Expired - Fee Related
-
2011
- 2011-11-16 EP EP11796749.7A patent/EP2646510B1/de active Active
- 2011-11-16 KR KR1020137013715A patent/KR20130141558A/ko not_active Application Discontinuation
- 2011-11-16 CN CN201180057532.3A patent/CN103228725B/zh not_active Expired - Fee Related
- 2011-11-16 WO PCT/FR2011/052648 patent/WO2012072911A1/fr active Application Filing
- 2011-11-16 US US13/878,604 patent/US9144610B2/en not_active Expired - Fee Related
- 2011-11-16 JP JP2013541401A patent/JP5917550B2/ja active Active
Also Published As
Publication number | Publication date |
---|---|
WO2012072911A1 (fr) | 2012-06-07 |
CN103228725B (zh) | 2016-04-06 |
KR20130141558A (ko) | 2013-12-26 |
FR2968007A1 (fr) | 2012-06-01 |
US9144610B2 (en) | 2015-09-29 |
JP2013545851A (ja) | 2013-12-26 |
EP2646510A1 (de) | 2013-10-09 |
US20130190410A1 (en) | 2013-07-25 |
FR2968007B1 (fr) | 2014-03-14 |
CN103228725A (zh) | 2013-07-31 |
JP5917550B2 (ja) | 2016-05-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1369435B1 (de) | Verdickend wirkendes Latex, Verfahren zu dessen Herstellung und Anwendungen in der Kosmetik | |
EP1056805B1 (de) | Polymeres verdickungsmittel, verfahren zu seiner herstellung und verwendung in kosmetischen zubereitungen | |
EP2475351B1 (de) | Neues pulverfömiges polymer, herstellungsverfahren dafür und seine verwendung als verdicker | |
EP1828256B1 (de) | Neuer konzentrierter positiver latex, verfahren zu seiner herstellung und industrielle verwendung | |
EP1010708B1 (de) | Verwendung in der Kosmetik eines, gegen Elektrolyten, stabilen inversen Latex | |
EP2293770B1 (de) | Neue inverse latexe auf basis von fettalkoholethern und kosmetische, hautkosmetische, hautpharmazeutische oder pharmazeutische zusammensetzungen damit | |
EP2646510B1 (de) | Neuartiges polymeres verdickungsmittel ohne acrylamidfragmente, verfahren zur seiner herstellung und zusammensetzung damit | |
EP2413895B1 (de) | Neues verdickendes polymer in pulverform | |
FR2910899A1 (fr) | Nouveau polymere en poudre comportant un monomere tensio-actif, procede pour sa preparation et utilisation comme epaississant | |
EP1903060A1 (de) | Neue Inverse konzentrierte Latexe, deren Herstellungsverfahren und deren Verwendung in der Industrie | |
EP1496081A1 (de) | Neue Pulverzusammensetzung, Verfahren zu deren Herstellung und Verwendung als Verdickungsmittel | |
EP1152023B1 (de) | Inverslatex basierend auf Squalan oder hydriertem Polyisobuten und diese enthaltende kosmetische Zusammensetzungen, Hautkosmetika, sowie pharmazeutische Zusammensetzungen | |
EP2293771B1 (de) | Neue, oxyethylenderivatfreie inverse latexe und kosmetische, hautkosmetische, hautpharmazeutische oder pharmazeutische zusammensetzungen damit | |
EP1152022A1 (de) | Inverslatex basierend auf weissen Mineralölen, Squalan, hydriertem Polyisobuten, Isohexadekan oder Isododekan, kosmetische Zusammensetzungen, Hautkosmetika, pharmazeutische Zusammensetzungen diese enthaltend | |
FR2794124A1 (fr) | Nouveau latex inverse auto inversible, procede de preparation et utilisation en cosmetique | |
EP1149117A1 (de) | Neuer verdickungslatex ohne alkanolamid | |
EP1371692B1 (de) | Selbstinversierender inverser Microlatex, Verfahren zu seiner Herstellung und Verwendung | |
EP2566445B1 (de) | Neuer selbstinvertierbarer inverser latex und seine verwendung als verdickungsmittel in einer kosmetischen zusammensetzung | |
FR2782086A1 (fr) | Nouveau latex epaississant a base d'acide 2-methyl 2-[(1-oxo 2-propenyl) amino] 1-propanesulfonique, copolymerise avec l'acrylate de (2-hydroxyethyle), procede de preparation et applications en cosmetique | |
FR2789395A1 (fr) | Nouveau latex inverse a base de polycrylate de monoethanolamine, procede de preparation et application en cosmetique | |
FR2787457A1 (fr) | Nouveau latex inverse stable aux electrolytes, procede de preparation et utilisation en cosmetique |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20130701 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
DAX | Request for extension of the european patent (deleted) | ||
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
INTG | Intention to grant announced |
Effective date: 20141107 |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: SOCIETE D'EXPLOITATION DE PRODUITS POUR LES INDUST |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: MALLO, PAUL Inventor name: BRAUN, OLIVIER |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D Free format text: LANGUAGE OF EP DOCUMENT: FRENCH |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 713869 Country of ref document: AT Kind code of ref document: T Effective date: 20150415 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602011014449 Country of ref document: DE Effective date: 20150423 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK05 Ref document number: 713869 Country of ref document: AT Kind code of ref document: T Effective date: 20150304 Ref country code: NL Ref legal event code: VDEP Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150604 Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: RS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150605 Ref country code: AT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150706 Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 5 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: PL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150704 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602011014449 Country of ref document: DE |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
26N | No opposition filed |
Effective date: 20151207 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151116 Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20151116 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151130 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151130 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151116 Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151116 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 6 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20111116 Ref country code: SM Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151130 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 7 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 Ref country code: TR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150304 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: IT Payment date: 20181126 Year of fee payment: 8 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20191116 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20221123 Year of fee payment: 12 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20231120 Year of fee payment: 13 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R119 Ref document number: 602011014449 Country of ref document: DE |